Sarasota FL Real Estate & Homes for Rent

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$8,500

327 Avenida Milano Sarasota, FL 34242

Beds:
3
Baths:
2.00
Sq.Ft.:
1,704
Status:
Active
MLS#:
A4582175
Type:
Single Family
Subdivision:
SIESTA MANOR SEC 2
Lot size:
0.18 Acres
Year built:
1968
A broker reciprocity listing Courtesy: WILLIAM RAVEIS REAL ESTATE, 941-894-1255
View additional info

Welcome to your very own slice of Siesta Key paradise! This charming single-story Florida beach home offers the quintessential island experience, and it's now available for monthly rentals in beautiful Sarasota, Florida. Situated within a leisurely stroll of the vibrant Siesta Key Village, known for its delightful array of shops, delectable dining options, and captivating evening entertainment, as well as the world-renowned Crescent Beach, you're truly in the heart of it all. Nestled on a tranquil residential street, this hidden gem boasts a serene canal view that leads to the Sarasota Intracoastal - a haven for kayaking and paddle boarding enthusiasts. From the moment you set foot on this tropical street, the island vibes will whisk you away. Swaying palm trees and the gentle caress of the sea breeze will assure you that you're officially on 'island time.' As you enter through your private gate, an inviting brick-paved patio bathed in Florida sunshine welcomes you - the perfect spot to savor your morning coffee or soak up the sun in complete seclusion. Step inside, and you'll be immediately captivated by the marriage of quality craftsmanship and relaxed elegance. The original terrazzo floors have been lovingly restored, providing a timeless foundation. Exposed wood beams harmonize with modern finishes and wooden accents, creating a backdrop of casual sophistication with a touch of fun. The open floor plan ensures ample space for quality bonding moments while also offering cozy nooks for private relaxation. The primary bedroom, adorned with a king-sized bed, opens up to a view of the pool through a charming bay window and features an en- suite bath that's nothing short of impressive. Two additional well-appointed bedrooms offer personal sanctuaries for everyone. A second family room beckons you to enjoy the view of the beautiful pool, spa, and serene waters beyond. Stepping outside, the sprawling pool deck leads to your private dock, where aquatic adventures await. Whether you're paddle boarding or kayaking, keep an eye out for manatees, dolphins, and graceful sea turtles gliding through the waters. While this home offers countless reasons to linger and bask in its charms, Siesta Key Village is just a stone's throw away, promising even more excitement, adventure, mouthwatering cuisine, and delectable treats. This vacation home is truly one-of-a-kind, brimming with thoughtful touches to ensure that every guest enjoys the vacation of a lifetime.

$6,500

1350 N Portofino Drive #108TAR Sarasota, FL 34242

Beds:
2
Baths:
2.00
Sq.Ft.:
86
Status:
Active
MLS#:
A4581886
Type:
Condo
Subdivision:
SIESTA HARBOR II
Lot size:
602 Acres
Year built:
1969
A broker reciprocity listing Courtesy: JUDITH GUZZI & ASSOCIATES LLC, 914-490-9032
View additional info

Gorgeous Canal View Condo now available on Siesta Key for the month of April 2024 for $5,400. Rent for the remainder of 2024 ($4,300 a month) and work from home on your walk-out lanai watching the deep water boats on the Intracoastal Waterway. Call for great rates for 6-month+ rental May 1, 2004 through December 31, 2024! Fully booked in-season until 2025. Incredible View of the Intracoastal Waterway, Beautiful two bedroom, two bath spacious first floor walk-out condo with lots of natural light. Completely remodeled and fully renovated in March 2023! One month minimum, Fifty-five+ community. Crescent Arms beach access to Siesta Key Beach directly across the street, the Number One Beach in the Country! Heated Outdoor Pool and Spa, Sauna, Modern Clubhouse, Activities all Season, Patio Seating Area on the canal and our own Siesta Harbor Fishing Pier. Boat slips available by applying to the office. The trolley stop is at the entrance of the complex. Walk to restaurants and bars, easy on and off the key! You Deserve Paradise!

$8,000

9122 Midnight Pass Road #34 Sarasota, FL 34242

Beds:
3
Baths:
3.00
Sq.Ft.:
2,558
Status:
Active
MLS#:
A4581541
Type:
Condo
Subdivision:
SOMERSET CAY
Year built:
2002
A broker reciprocity listing Courtesy: PREMIER SOTHEBY'S INTERNATIONAL, 239-262-4242
View additional info

Open for April and beyond! Rent 3 months for $8000 per month, 6 months for $7000 per month or a year for $6500! Rarely available 3 bed, 3 bath, plus office/work-space condo in sought-after Somerset Cay! You will love the resort-style amenities and the contemporary elegance this wonderful home offers. There are three balconies, offering views of the Bay, the Intercoastal Waterway and the Gulf. Fully updated kitchen with top-of-the-line appliances and breakfast bar, a large primary suite with a King bed, with access to the private balcony. The spacious primary bath offers dual sinks, a soaking tub and walk-in shower. Both guest bedrooms are elegantly appointed, you will appreciate the tasteful decor and original artwork! This boutique-style community offers a heated pool and spa, well-equipped fitness center, cabanas, BBQ area and kayak launch, to name a few. Located on the south end of the Key, you are just down the street from popular Turtle Beach, and many dining and shopping options, both on the Key and off. Welcome to your slice of Paradise!

$4,200

5855 Midnight Pass Road #426 Sarasota, FL 34242

Beds:
2
Baths:
2.00
Sq.Ft.:
1,256
Status:
Active
MLS#:
A4581930
Type:
Condo
Subdivision:
HARBOR TOWERS Y & R
Year built:
1976
A broker reciprocity listing Courtesy: ASCENDIA REAL ESTATE, 941-306-4242
View additional info

An Ascendia property! **Please note that Harbor Towers is undergoing construction, and there are construction work crews on site and loud construction noises.** This charming beach palace is located in the gated community of Harbor Towers on Siesta Key! Located just minutes from the world-famous sugary sands of Siesta Key beach and a quick trolley, bike or golf cart ride to the Siesta Key Village where there are delicious restaurants and shopping! From the moment you park in your assigned parking spot, you feel the luxurious beach resort vibe that is Harbor Towers. Enter the beautifully remodeled lobby to take one of the three elevators to the fourth floor. Let the beautiful blue hues invite you into paradise. From the modern beach decor to the updated galley kitchen and bathrooms, you will feel right at home! The split floor plan provides privacy for all guests as each bedroom is on either side of the living space. Enjoy access to all of the amazing amenities that Harbor Tower has to offer, including two heated pools, three Har-Tru tennis courts, outdoor patio overlooking one of the largest marinas on Siesta Key, washers and dryers on every floor, and a fitness room. Don't delay, book your ultimate vacation today! **To book this unit a REFUNDABLE security deposit is required. **LAUNDRY: Free community laundry is available for your convenience! **ESSENTIALS: This property is a vacation rental and comes fully equipped with everything you will need such as pots, pans, linens, towels including pool/beach towels, beach wagon, beach chairs, and all the beach gear you will need!

$7,500

4660 OCEAN BOULEVARD #N1 Sarasota, FL 34242

Beds:
2
Baths:
2.00
Sq.Ft.:
1,200
Status:
Active
MLS#:
A4579364
Type:
Condo
Subdivision:
SEA VILLAGE
Year built:
1971
A broker reciprocity listing Courtesy: SHOWTIME REALTY, 941-822-0890
View additional info

Available for Winter Season 2024.Escape to Paradise on Siesta Key! Your dream seasonal getaway awaits at 4660 Ocean Blvd Unit N1, Sarasota, FL 34242. Immerse yourself in the tranquil beauty of the Gulf coast, where pristine sands meet crystal-clear waters. This exquisite 2-bedroom, 2-bathroom condo is your ticket to an unforgettable retreat from January 15th, 2024 to April 15th, 2024.Step into your sun-drenched sanctuary, tastefully furnished to embody comfort and luxury. With an unobstructed gulf beach view from your living room and private balcony, every moment is a breathtaking masterpiece. Sip your morning coffee while basking in the warm glow of the sunrise, or unwind with a glass of wine as the sun paints the sky in hues of orange and pink over the horizon.Awaken to the gentle rhythm of the waves and indulge in the ultimate relaxation experience. The spacious living areas are designed for both leisure and entertainment, boasting an open-concept layout that seamlessly connects the fully-equipped kitchen, dining space, and cozy lounge. Whether you're cooking up a gourmet meal or sharing stories with loved ones, every corner exudes a sense of togetherness and joy.Retire to the elegantly appointed bedrooms, each offering a serene haven for rest and rejuvenation. The master suite whispers of opulence, complete with an en-suite bathroom and panoramic ocean vistas. Allow the soothing sounds of the sea to lull you into a peaceful slumber, ensuring you wake up refreshed and ready to seize the day.With a minimum 3-month stay, you have ample time to immerse yourself in the Siesta Key lifestyle. Explore the vibrant local scene, from charming boutiques to world-class dining and entertainment options. Take leisurely strolls along the powdery sands, collecting seashells and creating lasting memories.Don't miss this unparalleled opportunity to live your best life by the beach. Available for occupancy starting January 15th, 2024, this condo promises a seamless blend of comfort, luxury, and natural beauty. Secure your slice of paradise today and embark on a journey of sun-kissed days and starlit nights. Contact us now to make this seasonal dream a reality! ????? Tax and fees apply to base rent.

$12,000

3433 Hamilton Avenue Sarasota, FL 34242

Beds:
3
Baths:
2.00
Sq.Ft.:
1,444
Status:
Active
MLS#:
A4579965
Type:
Single Family
Subdivision:
BAY ISLAND
Lot size:
0.36 Acres
Year built:
1967
A broker reciprocity listing Courtesy: ASCENDIA REAL ESTATE, 941-306-4242
View additional info

An Ascendia Property! "**Listing reflects monthly rate. Unit can be rented on a 1-Week minimum basis - call us today for weekly pricing!** This charming home offers a delightful coastal retreat on Siesta Key, perfect for those seeking relaxation and fun in the sun. The single-family home features three bedrooms and two bathrooms, providing ample space for families or groups. Located in the heart of Bay Island, you'll have easy access to the beautiful Shell Beach, which is just 0.6 miles away. One of the highlights of this rental is the pool and spa area, where you can cool off and unwind after a day of exploring or soak up the sun on the patio. There's also an outdoor covered dining and lounging area, ideal for enjoying meals and entertaining guests. And for those cozy evenings, you can gather around the outdoor firepit and toast marshmallows under the stars. The interior of the home embraces a modern coastal theme, offering a relaxing and refreshing ambiance. With comfortable and stylish furnishings, you'll feel right at home during your stay. The tropical landscaping adds a touch of paradise to the surroundings, enhancing the tranquil atmosphere. The salt-water pool is an added bonus, providing a refreshing swimming experience. Whether you prefer a dip in the pool or a day at one of the nearby stunning beaches, you'll have plenty of options to enjoy the water. Despite the serene setting, this vacation rental is conveniently located for those who want to explore more. Downtown Sarasota is easily accessible, offering a range of activities, dining and entertainment options to suit all tastes. Overall, Siesta Sunshine offers a fantastic vacation experience! With its coastal theme, modern furnishings, and easy access to both the beach and downtown Sarasota, it's an ideal choice for a memorable vacation getaway. **LAUNDRY Private laundry units are located in the rental for your convenience! **ESSENTIALS This property is a vacation rental and comes fully equipped with everything you will need such as pots, pans, linens, towels including pool/beach towels, beach wagon, beach chairs, and all the beach gear you will need!

$10,000

420 BEACH ROAD #807 Sarasota, FL 34242

Beds:
3
Baths:
3.00
Sq.Ft.:
2,002
Status:
Active
MLS#:
A4579553
Type:
Condo
Subdivision:
SIESTA GULF VIEW
Year built:
1980
A broker reciprocity listing Courtesy: M&M PROPERTY MANAGEMENT GROUP, 941-320-4287
View additional info

Welcome to our stunning vacation rental condo in Siesta Key, Florida! This magnificent 3 bedroom, 2 and a half bath condo offers the perfect tropical escape. With its prime location on the 8th floor of the Siesta Gulf View community, you'll enjoy breathtaking views of the beach right from the comfort of your private patio. Inside, you'll find a spacious and beautifully decorated living space that is perfect for entertaining or simply relaxing after a day in the sun. The fully equipped kitchen is a chef's dream, featuring modern appliances and ample counter space. The dining area comfortably seats six, allowing for memorable meals with family and friends.The master bedroom boasts a luxurious king-sized bed, ensuring a restful night's sleep. The attached master bathroom is equally impressive, with its split his and hers vanity and a walk-in shower. The two guest bedrooms are equally as comfortable, both offering queen-sized beds and ample storage space. The lanai of the home extends from great room, across the beach side of the home through the master bedroom. It's massive! Plenty of space for the entire party to spend time outside, enjoying the amazing beach view and getting some fresh air. Not only that, but the master bedroom section of the lanai can be closed off from the extended area, providing privacy for the master guests. Lastly, the entire lanai is completely screened it. No pesky Florida insects here, and its nice and safe for family members of all sizes. Spend your days lounging by the community pool, taking refreshing dips, or soaking up the warm Florida sun. With the beach just steps away, you can easily spend your days building sandcastles, swimming in the crystal-clear waters, or simply unwinding on the shore. In the evenings, enjoy a leisurely stroll on the powdery white sands as you watch the stunning sunset over the Gulf of Mexico.For your convenience, this vacation rental condo also includes an in-unit washer and dryer, allowing you to pack light and always have fresh towels and clothes. Please note that the Siesta Gulf View community follows HOA regulations, requiring a minimum rental period of 30 days. Additionally, an application is required to be filled out prior to your arrival to ensure a seamless and enjoyable stay.Don't miss out on the opportunity to experience Siesta Key's paradise. Book your stay at our vacation rental condo today and create memories that will last a lifetime.

$2,800

5600 Beach Way Drive #109 Sarasota, FL 34242

Beds:
2
Baths:
2.00
Sq.Ft.:
1,282
Status:
Active
MLS#:
A4578099
Type:
Condo
Subdivision:
BEACHWAY APTS
Year built:
1970
A broker reciprocity listing Courtesy: ASCENDIA REAL ESTATE, 941-306-4242
View additional info

An Ascendia Group Property! **Listing reflects long term rate. Unit can be rented on a 1-Month minimum basis - call us today for short term pricing!** CALLING ALL BEACH LOVERS... This charming ground floor, two-bedroom two-bathroom condo is located in the popular Siesta Key beach community, Beachway! The sparkling waters of the Gulf of Mexico and the famous, powdery white sand are DIRECTLY ACROSS THE STREET! Spend those beach days soaking up the sunshine, playing a game of badminton or volleyball, enjoying a tasty snack and refreshing drink at the two concession stands, and catching waves with the peace of mind that there is lifeguard protection year-round! Take a break from the sun and hop on the free Breeze Trolley that stops right outside the beach for a quick ride to the North or South Village, which are known for their delicious local restaurants, open air bars, fabulous shopping, and vibrant, tropical island style! There are so many local favorites that you can try- catch the sports game and eat a burger at open air MVP Sorts Bar, listen to live music and eat some yummy tacos at the The Hub Baja Grill, and Siesta Key Oyster Bar (also known lovingly as SKOB) is a must-try! For a more upscale experience, or to sip a craft cocktail, The Cottage is the perfect place for you! If coffeeshops and ice cream are more your style, The Bean, a local coffee roaster, serves up an excellent cup of coffee, breakfast, and lunch. With so much to do, there is something for everyone, just don't forget to spend time relaxing- whether it's lounging by the heated community pool, or relaxing in the glassed-in lanai which provides a relaxing, tropical view of the outside manicured grounds- a truly unique feature as most Beachway condos are only screened in. If you want to experience the nightlife in downtown Sarasota, you're just a short drive over the bridge where you can explore the nightlife, shopping, and entertainment of downtown Sarasota. Downtown Sarasota also has a beautiful botanical garden located right on the bay, Selby Gardens. And the Ringling Art Museum is a must-see for anyone who loves strolling through lush gardens, architecture, and art. The rental is also available for longer terms stays as you will not want to leave your Ocean Escape! Call Ascendia Group to secure your slice of paradise! Bedroom Details" Primary Bedroom: Queen bed" Additional Bedroom: 1 Queen bed & 1 Twin/Single bedAdditional Features" Essentials: This property is a vacation rental and comes fully equipped with everything you will need such as pots, pans, linens, towels including pool/beach towels, beach wagon, beach chairs, and all the beach gear you will need!" Laundry: Coin laundry is available on each floor for your convenience!

$7,500

116 Vista Hermosa Circle #210C Sarasota, FL 34242

Beds:
2
Baths:
2.00
Sq.Ft.:
900
Status:
Active
MLS#:
A4578083
Type:
Condo
Subdivision:
VISTA HERMOSA
Year built:
1971
A broker reciprocity listing Courtesy: ASCENDIA REAL ESTATE, 941-306-4242
View additional info

An Ascendia Property!**Listing reflects monthly rate. Unit can be rented on a 2-Week minimum basis - call us today for pricing!** Experience the ultimate beach retreat firsthand! This second-floor corner unit is in the welcoming Vista Hermosa (which lives up to its Spanish name, "Beautiful View,") community on Siesta Key! Known for its old Florida charm, Vista Hermosa features a heated community pool, shuffleboard court, gas grill with picnic tables, and a clubhouse with a kitchen! There are also laundry facilities on every floor and a dedicated storage closet on the same floor as the rental unit stocked with beach gear! Inside the unit, there is plenty of natural light in every room, a large lanai with comfortable seating, and a remodeled kitchen ideal for entertaining guests or for the chef in the family! The primary bedroom has a king sized bed. The guest bedroom has a has a double bed that sleeps (2) and also a twin bed that sleeps (1) with another twin mattress that slides out underneath that sleeps an additional person. Just down the road (only a TEN minute walk!) is Siesta Key's Crescent Beach, which is great for collecting seashells and watching the world famous Gulf sunsets. Perfect for families or special events! Unique landmark Point of Rocks is also nearby - bring your snorkels! Point of Rocks is famous for it's tropical fish and coral reef, and is the perfect snorkeling location! Sugar Sands is located near the South Village, a vibrant street with locally owned restaurants, cafes, bars, and boutiques. There are so many local favorites that you can try- catch the sports game and eat a burger at MVP Sorts Bar, listen to live music and eat some yummy tacos at The Hub Baja Grill, and Siesta Key Oyster Bar (also known lovingly as SKOB) is a must-try! For a more upscale experience, or to sip a craft cocktail, The Cottage is the perfect place for you! If you want to experience the nightlife, art scene, and dining in downtown Sarasota, you're just a short drive to downtown Sarasota. Downtown Sarasota also has a beautiful botanical garden located right on the bay, Selby Gardens. And the Ringling Art Museum is a must-see for anyone who loves strolling through lush gardens, architecture, and art. Looking for more space to bring the whole family? Book unit 308C, which Ascendia Group also manages to accommodate an additional 4 guests! **REFUNDABLE security deposit required to book this property. **LAUNDRY: Coin laundry is available for your convenience! **ESSENTIALS: This property is a vacation rental and comes fully equipped with everything you will need such as pots, pans, linens, towels including pool/beach towels, beach wagon, beach chairs, and all the beach gear you will need!

$9,000

5557 Shadow Lawn Drive Sarasota, FL 34242

Beds:
3
Baths:
3.00
Sq.Ft.:
2,189
Status:
Active
MLS#:
A4577748
Type:
Single Family
Subdivision:
SIESTA ISLES UNIT 7
Lot size:
0.33 Acres
Year built:
1964
A broker reciprocity listing Courtesy: RENT SARASOTA, 941-328-8999
View additional info

Want to be able to walk three blocks to Siesta Key beach? Vacation here and you can! This private 3 bedroom 2 1/2 bathroom pool home is warm and inviting and lushly landscaped. There is large screened lanai with pool with a fabulous covered outdoor entertaining area with a fire pit. The back and side yard is fully fenced. This inside boasts a large kitchen with island, solid wooden cabinetry, slab granite counters, custom backsplash and pantry. There is a large eat-in space in the kitchen with a view of the pool and that area is flooded with natural light from abundant windows. The master suite is large with a built-in entertainment area, large closet and en suite bathroom with walk-in shower. There two additional bedrooms and bathrooms. There is also a two-car garage and extra parking on the circular paver driveway. There is all solid surface flooring-hardwood and tile, so no carpeting. Interesting architectural detailing abounds throughout the home with arched entry, crown molding, recessed alcoves and Venetian plaster. $9000 per month in HIGH SEASON (Dec thru April) and $6500 per month off season (rest of the year) 13% sales/tourism tax also applies. This home is NOW RENTED JAN THRU APRIL 2024. CALL TODAY so you can vacation in style and comfort on Siesta Key!!

$4,600

6711 Midnight Pass Road #1 Sarasota, FL 34242

Beds:
2
Baths:
1.00
Sq.Ft.:
685
Status:
Active
MLS#:
A4576737
Type:
Condo
Subdivision:
CASA SIESTA
Year built:
1974
A broker reciprocity listing Courtesy: WATERSIDE REALTY LLC, 941-346-7454
View additional info

Available for 2025 season and January 1 occupancy. Best priced 2 bedroom condo on Siesta Key! Adorable and Cozy, with easy ground floor access, this spacious 2 bedroom and 1 bath is all that you need! Screened in lanai for some fresh outdoor air, this ground floor corner condo is easily walking distance to the beach, shopping, restaurants, groceries, and boat marina. This community is located in south village of Siesta Key and free trolley service will take on to hop on and off to the north village of Siesta Key as well. There is no pool, thus the affordable pricing and no pets are allowed. Wide open for season 2025

$14,999

9008 Midnight Pass Road #4 Sarasota, FL 34242

Beds:
3
Baths:
4.00
Sq.Ft.:
3,700
Status:
Active
MLS#:
A4576735
Type:
Condo
Year built:
2004
A broker reciprocity listing Courtesy: WATERSIDE REALTY LLC, 941-346-7454
View additional info

THE SEA BREEZE: Exclusive seasonal rental for the discerning taste. This beautiful 3 bedroom, 3 1/2 bath residence has magnificent views of Sarasota Bay and the Gulf of Mexico/ Premium space in this luxurious well-appointed and professionally designed tropical private residence, available in season January 1, 2024. Wall to wall windows spanning the 3700 feet of gracious living space will appeal to those seeking an i[scale home away from home. Every detail was carefully selected and quality crafted. Private access from secure elevator and comes with 2 car garage. Enjoy 3 balconies a d 360 degree view of paradise. Magnificent manicured tropical landscaping at this elite address, and this midrise building has just 5 units total. Private boat dock to accommodate your watercraft and sunsets that are post card worthy every evening. Nearest beach is Turtle Beach and you'll find Crescent, and Siesta Public Beach just a short drive down Midnight Pass Rd; consistently appearing on top ten beaches from around the world and nationally recognized beached recognized in Trip Advisor.

$12,500

4049 Shell Road Sarasota, FL 34242

Beds:
4
Baths:
5.00
Sq.Ft.:
3,844
Status:
Active
MLS#:
A4574309
Type:
Single Family
Subdivision:
SIESTA REV OF
Lot size:
0.86 Acres
Year built:
1945
A broker reciprocity listing Courtesy: KELLER WILLIAMS ON THE WATER S, 941-803-7522
View additional info

Private beach house directly on Big Pass with Mile Wide incredible views of the Gulf of Mexico, the Bay and Lido Key! This outstanding location is just minutes to the world-famous Siesta Key Beach and all the shops, restaurants and bars of Siesta Key Village. Your own personal paradise awaits with a private beach, world class fishing, and direct stair access right into the blue-green gulf waters. This enchanting beach house truly extends the Old Florida feel with the tropical landscaping and serene water views. The main living area features an open concept space that is perfect for indoor entertaining that flows onto a large patio for outdoor grilling and dining. This spacious split plan with 4 bedrooms and 4 and 1/2 bathrooms is the perfect location for a family, guests, or multiple generations all at the same time. Relax and enjoy the beautiful sunsets, boating action, dolphins, fish and wildlife right from your own private backyard beach. Come live the Gulf of Mexico waterfront lifestyle with your own private beach on Siesta Key!$12,500 is for a 6 + month lease term. If rented for less than 6 months: December through April- Monthly Rent is $24,000. May through November-Monthly rent is $15,000.

$6,000

8770 Midnight Pass Road #402B Sarasota, FL 34242

Beds:
2
Baths:
2.00
Sq.Ft.:
1,286
Status:
Active
MLS#:
A4574241
Type:
Condo
Subdivision:
ISLAND REEF I
Year built:
1975
A broker reciprocity listing Courtesy: RE/MAX ALLIANCE GROUP, 941-954-5454
View additional info

Look no further than Siesta Key's "Island Reef" for your seasonal getaway. The stunning Gulf to Bay location features the fourth-floor unit overlooking the intercostal waterway, just a short walk to the beach. The Siesta Key village and local dining are just a stroll away. The property has a beautiful community pool, tennis courts, shuffleboard, and more. The stylish decor and nicely appointed finishes invite you to relax and unwind. TVs and internet for your convenience will help you not miss a beat. This property will not disappoint. Please call with any questions. SEASONAL PRICE SCHEDULE: April 1, 2024-October 31, 2024 $4,500.00, November 2024- $6000; December 2024- $6000; Jan-March 2025-$7,500.00 Leased (Unavailable). April-May 2024 is (Unavailable) April through December 2025 is still available.

$6,000

8770 Midnight Pass Road #302B Sarasota, FL 34242

Beds:
2
Baths:
2.00
Sq.Ft.:
1,286
Status:
Active
MLS#:
A4573996
Type:
Condo
Subdivision:
ISLAND REEF I
Year built:
1975
A broker reciprocity listing Courtesy: RE/MAX ALLIANCE GROUP, 941-954-5454
View additional info

Siesta Key living just steps from the Gulf of Mexico at beautiful, tranquil Island Reef on the quiet end of the Island. Spacious 2 bedrooms, 2 baths, laundry in residence, carport, and guest parking. Tile flooring throughout the condo. Island Reef is a serene waterfront community, one of the few true Gulf to Bay properties, that offers many desirable amenities including: beach and boat docks (lifts allowed), two lit tennis courts, pickleball, 2 fitness rooms, kayak storage, library, billiards, game room, clubhouse, two heated swimming pools, on site manager and more. Pet friendly! Imagine rising each day to panoramic vistas of the Gulf of Mexico, and to view coastal wildlife and breathtaking sunsets. Stroll over to the Bayside to enjoy the refreshing breezes and magnificent sunrises. Tropical gardens add to the appeal of Island Reef. Your new social life awaits a perfect 3-5 minutes walk to a trio of Siesta's Keys favorite restaurants (casual and waterfront fine dining) or enjoy a complimentary trolley to Siesta Village for dining, shopping, ice cram, mini donuts, cute brunch spots, yoga, and dancing every night of the week!SEASONAL GULF SIDE PRICE SCHEDULE: April 1, 2024-October 31, 2024 $4,500.00, November 2024- $6000; December 2024- $6000; Jan-March 2025-$7,500.00 Leased (Unavailable). April-October 2024 is (Unavailable) April through December 2025 is still available.

$5,500

8767 MIDNIGHT PASS #506F Sarasota, FL 34242

Beds:
2
Baths:
2.00
Sq.Ft.:
1,303
Status:
Active
MLS#:
A4573947
Type:
Condo
Subdivision:
ISLAND REEF
Year built:
1979
A broker reciprocity listing Courtesy: RE/MAX ALLIANCE GROUP, 941-954-5454
View additional info

Seasonal Property available on the top floor in Siesta Key, Look no further than "Island Reef" This Gulf to Bay location features the top floor PH unit directly overlooking the intercostal water way, just a short walk to the beach and very close to the Siesta key village and local dining. The property has a beautiful community pool, Tennis courts, shuffle board and much more. Entering the unit you'll be please with the plush decor and nicely appointed finishes. The neutral colors make for a relaxing vacation. TV's and internet along with a computer for your convenience will help you not miss a beat. At night relax and enjoy the city lights at a distance, while realizing a short walk tomorrow and you at the beach. This property will surely not disappoint. Please call with any questions.

$6,750

1137 N Moonmist Court #L-7 Sarasota, FL 34242

Beds:
2
Baths:
2.00
Sq.Ft.:
896
Status:
Active
MLS#:
A4573124
Type:
Condo
Subdivision:
POLYNESIAN GARDENS
Year built:
1968
A broker reciprocity listing Courtesy: ASCENDIA REAL ESTATE, 941-306-4242
View additional info

An Ascendia Group Property! Welcome to our enchanting 2-bedroom, 2-bathroom private villa located in the tropical paradise of Polynesian Gardens on Siesta Key! This recently updated, tastefully decorated vacation home boasts a comfortable living area, modernly furnished and flooded with natural light. The primary bedroom features a king-size bed and an ensuite bathroom, while the second bedroom offers a twin bed and full bed, perfect for families or a group of friends. Start your day watching the dolphins frolic in the water as the sun rises, and then head down to the heated pool for a refreshing swim. For the adventurous, the nearby fishing pier is perfect for casting your line out and reeling in the catch of the day. As the sun sets, you'll experience the breathtaking views that Siesta Key is known for and witness the lively drum circle celebration-- a true local tradition. You are near numerous restaurants, bars and attractions, you'll never run out of things to do during your stay. Relish in the stunning sunsets, lose yourself in the rhythmic beat of the drum circle, or kick back and enjoy the warm Florida sun by the pool--whatever your heart desires, our Siesta Key villa is the perfect home base for your unforgettable vacation! Book now to secure your slice of paradise! **ESSENTIALS: This property is a vacation rental and comes fully equipped with everything you will need such as pots, pans, linens, towels including pool/beach towels, beach wagon, beach chairs, and all the beach gear you will need! **LAUNDRY: Private laundry units are located in the rental for your convenience! **To book this unit a REFUNDABLE security deposit is required.**

$8,000

4900 Ocean Boulevard #401 Sarasota, FL 34242

Beds:
2
Baths:
2.00
Sq.Ft.:
1,200
Status:
Active
MLS#:
A4567918
Type:
Condo
Subdivision:
SANDY COVE IV
Lot size:
1 Acres
Year built:
1978
A broker reciprocity listing Courtesy: ASCENDIA REAL ESTATE, 941-306-4242
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An Ascendia Group Property! Knock, knock, welcome to paradise! Enjoy your own hidden gem located in the charming waterfront community, Sandy Cove IV. When you enter this elegant condo, you will notice the unforgettable views of the turquoise water and swaying palm trees! Offering 2 luxurious bedrooms, 2 classy bathrooms and all the high-end finishes you can imagine. The chef of the family will appreciate the updated kitchen supplied with stainless steel appliances, an expansive island and all the cooking utensils you will need. With being able to choose from two private balconies, you can either soak in the water views or enjoy the breeze and swaying trees. Step outside to enjoy the community pool or take a stroll to the private beach to watch one of Siesta Key's many majestic sunsets! A car is not necessary as you are down the road from Siesta Key Village, where you can enjoy delish restaurants, live music and enchanting boutiques. Truly a diamond by the sea! Call us today, to book one of the best locations to stay on Siesta Key! **Owner is open to a long-term rental at a discounted rate.** **To book this unit a REFUNDABLE security deposit is required. **LAUNDRY: Private laundry units are located in the rental for your convenience! **ESSENTIALS: This property is a vacation rental and comes fully equipped with everything you will need such as pots, pans, linens, towels including pool/beach towels, beach wagon, beach chairs, and all the beach gear you will need!

$2,800

117 Pass Key Road #117 Sarasota, FL 34242

Beds:
1
Baths:
1.00
Sq.Ft.:
656
Status:
Active
MLS#:
A4570833
Type:
Condo
Subdivision:
SANDY COVE III
Year built:
1973
A broker reciprocity listing Courtesy: RENT SARASOTA, 941-328-8999
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Turnkey furnished condo on Siesta Key, a magical place. This ground floor one bedroom condo is in desirable Sandy Cove III. Adorable, well furnished with open living/dining area has two sets of sliding glass doors which flood this unit with natural light. The sliders lead to a walled private courtyard. There is another private seating area that can be accessed from the kitchen or the master bedroom, where you are steps to the pool, shared only by other residents of Sandy Cove III. The kitchen is new with solid wooden cabinetry topped with slab granite countertop and complimented with stainless steel appliances. An interior laundry has been added to this unit. A two minute walk will bring you to your private beach on the Gulf, with a large fishing pier and seating area. You'll pass by your kayak storage area as well as the old Florida style club house. You will also be walking distance to shops and restaurants in Siesta Village and minutes to Siesta Key Beach. One car designated parking comes with this unit. This condo can now be rented short term. Rented JAN THRU MARCH 2024. Call today to secure your place in the sun!

$8,500

657 Calle De Peru Sarasota, FL 34242

Beds:
3
Baths:
2.00
Sq.Ft.:
1,139
Status:
Active
MLS#:
A4570520
Type:
Single Family
Subdivision:
SARASOTA BEACH
Lot size:
0.14 Acres
Year built:
1952
A broker reciprocity listing Courtesy: ASCENDIA REAL ESTATE, 941-306-4242
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An Ascendia Group Property! Nestled under a stunning Banyan tree this "original" Siesta Key cottage combines Old Florida charm with modern updates with TONS of character. Set amongst a lush private yard this adorable 3 bedroom 2 bathroom POOL home is the perfect place to spend time relaxing on Siesta Key. Enjoy an ideal location on a quiet street near Siesta Village, with numerous beach access points, shopping, dining, and entertainment options. This home has it all! Cozy up in the front living room or relax on the back screened-in porch with a good book. Swim in the new inground pool or soak in the spa! Want to take a night off from dining in the Village... Eat in and grill up some fresh food on the gas grill. The split layout gives everyone space to their own, and the master bedroom has an office space perfect for remote work needs. Come see why this is one of our favorite vacation homes! **PET POLICY: Pets are welcome! If applicable, a non-refundable pet fee (per pet) will be applied after booking.** **To book this unit a REFUNDABLE security deposit is required. **ESSENTIALS: This property is a vacation rental and comes fully equipped with everything you will need such as pots, pans, linens, towels including pool/beach towels, beach wagon, beach chairs, and all the beach gear you will need! **LAUNDRY: Private laundry units are located in the rental for your convenience!

$12,500

345 Avenida Leona Sarasota, FL 34242

Beds:
3
Baths:
2.00
Sq.Ft.:
1,617
Status:
Active
MLS#:
A4569687
Type:
Single Family
Subdivision:
SIESTA MANOR SEC 3
Lot size:
0.19 Acres
Year built:
1968
A broker reciprocity listing Courtesy: ASCENDIA REAL ESTATE, 941-306-4242
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An Ascendia Property! Paradise awaits in this UPDATED canal front home on Siesta Key. This 3-bedroom 2-bathroom POOL home features an open concept with tile floors, wood kitchen cabinets, granite counter tops and stainless appliances. This property is PERFECT for your next family gathering and easily accommodates up to 6 guests in one king, one queen, one full and one twin bed. The lanai door opens onto a tropically landscaped backyard where you can sit by your private pool and watch the boats travel through the canal as you enjoy entertaining on your patio. Siesta Key Village with all its shopping and dining options is just a short stroll away as is access to #1 rated Siesta Key Beach. Or take the short drive over the bridge and be in Sarasota within minutes to enjoy all that the area has to offer. **A minimum 28-night stay is required. **To book this unit a REFUNDABLE security deposit is required. **LAUNDRY: Private laundry units are located in the rental for your convenience! **ESSENTIALS: This property is a vacation rental and comes fully equipped with everything you will need such as pots, pans, linens, towels including pool/beach towels, beach wagon, beach chairs, and all the beach gear you will need!

$6,000

4660 OCEAN BOULEVARD #Q2 Sarasota, FL 34242

Beds:
2
Baths:
2.00
Sq.Ft.:
1,200
Status:
Active
MLS#:
A4567734
Type:
Condo
Subdivision:
SEA VILLAGE
Year built:
1971
A broker reciprocity listing Courtesy: SHOWTIME REALTY, 941-822-0890
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Available 8/15/23-11/15/23 and 1/15/24-4/15/24. Owner prefers long term tenant. Rates Change During the Year$4,500.00 September, October, November$8,000.00 January, February, March, AprilWelcome to Sea Village! This 2 bedroom 2 bath, second floor condo boasts sweeping views of the Gulf of Mexico and one of two pools in this quaint community. Located at the North end of Siesta Key, in walking distance to Siesta Village restaurants and shops. Crisp and clean, this condo is excellently decorated and well maintained. There is an assigned covered parking spot and plenty of guest parking outside the unit. Come enjoy your private getaway! Small dogs accepted. No cats, no birds.

$7,950

4822 OCEAN BOULEVARD #10C Sarasota, FL 34242

Beds:
2
Baths:
3.00
Sq.Ft.:
1,991
Status:
Active
MLS#:
A4564548
Type:
Condo
Subdivision:
SIESTA TOWERS
Year built:
1973
A broker reciprocity listing Courtesy: ORQUERA FLORIDA INVESTMENTS, 941-203-8135
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10th Floor Impeccable Siesta Key Condo with Stunning Ocean View!Enjoy your island retreat in this luxurious & impeccably designed 2-bedroom, 3-bathroom condo that is located on the 10th floor of Siesta Towers, north of Siesta Key Village. It is spread across 2,000 sq ft and has beautiful panoramic views of the Gulf of Mexico's crystal-blue waters.

$12,000

20 Whispering Sands Drive #903 Sarasota, FL 34242

Beds:
2
Baths:
2.00
Sq.Ft.:
1,464
Status:
Active
MLS#:
A4562777
Type:
Condo
Subdivision:
WHISPERING SANDS SEC 6
Lot size:
2.47 Acres
Year built:
1973
A broker reciprocity listing Courtesy: PREMIER SOTHEBY'S INTERNATIONAL, 239-262-4242
View additional info

Looking for the perfect vacation get-a-way with expansive views of the Gulf of Mexico? Do you long to fall asleep to the sounds of the surf? Look no further than this stunningly remodeled 2 bed, 2 bath condo in the Whispering Sands Community. This wonderful 55+ community offers you the convenience of village living but is very peaceful and private at the same time. Leave the hustle and bustle of life behind. As you exit the elevator to your floor, you will be surrounded by gorgeous views of the village, the bay and the gulf! Once inside, you will have full Gulf views from just about every room. All tile through-out, the main living area is well outfitted with comfortable seating, a custom-built cabinet housing a fireplace and large screen TV, great for movie night! There is dining for six or more with elegant custom lighting, and a breakfast bar with seating for four. The kitchen is a cook's dream featuring Quartz counters, high-gloss cabinets, newer appliances and additional eating space. The primary suite offers a king bed, and a walk-in closet. The primary bath has dual sinks and a lovely custom shower. The guest bedroom has a Queen bed, and there is a beautiful guest bath. Both the main living area and the primary bedroom feature sliders out to the patio, overlooking the azure water of the Gulf, where you can sip your morning coffee, or take in a fabulous sunset! Not only do you have 800 waterfront feet of private beach, but you also have your choice of two sparkling heated swimming pools, one on the beach and one overlooking a peaceful lagoon. This immaculately maintained community has it all, you have a Tiki Hut on the beach, outdoor grills, shuffleboard, a clubhouse with full kitchen and a fitness room. Just MINUTES to SIESTA KEY VILLAGE, take the private gate, located just behind Davidson's Drugs, to the Village for all your shopping and dining needs. Don't wait to reserve this amazing rental, available for longer term rentals as well as short term. Welcome to paradise!

$26,319

915 SEASIDE DRIVE #512 Sarasota, FL 34242

Beds:
2
Baths:
3.00
Sq.Ft.:
1,750
Status:
Active
MLS#:
A4560673
Type:
Condo
Subdivision:
SIESTA KEY BEACH RESIDENCES II
Lot size:
3.63 Acres
Year built:
2009
A broker reciprocity listing Courtesy: GULF COAST REALTY & MANAGEMENT, 941-782-1559
View additional info

Bask in the sunshine and sit in the pristine crystal white sands on Crescent Beach, rated #1 in the country by Dr. Beach. This beachfront sanctuary offers a fitness center, heated pool, outdoor grotto style whirlpool hot tub, bicycles, kayaks and barbecue grills, the tiki bar offers food from the famous Morton's and cabanas to shield you from the sun when you want some shade. The unit has top of the line beds, kitchens and baths. A complimentary continental breakfast is served daily from 7am to 10am. Valet parking is always included! If luxury is what you want, look no further. This resort lifestyle is waiting for you. Enjoy your time away in this luxurious 3 bed/2bath condo with confidence, you will feel like royalty. This Sarasota condo is one of our largest rental units and includes stylish furnishings throughout the residence. Interested in cooking up a feast? The spacious, state-of-the-art chef's kitchen is equipped with a full-sized stainless-steel fridge and freezer, range with gas heat, full-size dishwasher, Italian mahogany-rubbed cabinetry and beautiful quartz countertops. Bar stool seating or the full-sized dining table offer a relaxing space to savor a home-cooked meal prepared by you or our unique chef-in-residence service. Our Sarasota condo rentals also feature a plush living room with a flat screen TV a full cable lineup. Pipe your favorite music throughout your Sarasota condo using the premium Bose sound system. The guest and master bedrooms each offer a plush king-sized Hyatt Grand Bed with imported linens and modern wood-frame furniture. The Master bedroom includes a TV, woven wood-paneled doors that lead into the stylish open-plan en-suite bathroom with his and hers sinks, multi-head rain shower, deep jetted soaking tub and a deluxe Kohler custom bidet with multiple settings. House Rule: No smoking. No burning candles inside of lodging. No parties. No Pets.**Taxes and fees not included.

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